Question:


Consider the above reaction, compound B is :

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Diazotise sulphanilic acid, then couple the diazonium salt para to the NMe2 group of N,N-dimethylaniline (methyl orange synthesis).
Updated On: Nov 4, 2026
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The Correct Option is C

Solution and Explanation

Step 1: 4-aminobenzenesulphonic acid with \(\mathrm{NaNO_2}\)/HCl at 273-278 K gives the diazonium salt A, \(\mathrm{HO_3S{-}C_6H_4{-}N_2^+Cl^-}\) (para).
Step 2: A is a weak electrophile and couples with the activated ring of N,N-dimethylaniline at the position para to the \(\mathrm{-N(CH_3)_2}\) group (azo coupling), giving \(\mathrm{HO_3S{-}C_6H_4{-}N{=}N{-}C_6H_4{-}N(CH_3)_2}\) (methyl orange).
Option (1) has the azo link meta to \(\mathrm{NMe_2}\) (wrong), option (2) lacks the \(\mathrm{SO_3H}\) group, option (4) is a biphenyl (no azo link).
Answer: (3) the para,para-azo dye \(\mathrm{HO_3S{-}C_6H_4{-}N{=}N{-}C_6H_4{-}N(CH_3)_2}\)
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